Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases
Trichoderonic acids A (1) and B (2), novel terpenoids, and (+)-heptelidic acid (3) isolated from cultures of a fungus, Trichoderma virens, and their structures were identified by spectroscopic analysis. These compounds selectively and competitively inhibited the activities of mammalian DNA polymeras...
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| Veröffentlicht in: | Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2010, Vol.74 (4), p.793-801 |
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| creator | Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan) Manita, D Takeuchi, T Kuramochi, K Kuriyama, I Sugawara, F Yoshida, H Mizushina, Y |
| description | Trichoderonic acids A (1) and B (2), novel terpenoids, and (+)-heptelidic acid (3) isolated from cultures of a fungus, Trichoderma virens, and their structures were identified by spectroscopic analysis. These compounds selectively and competitively inhibited the activities of mammalian DNA polymerases β, λ (pols β, λ), and terminal deoxynucleotidyl transferase (TdT) in family X of pols, and compound 2 was a stronger inhibitor than compound 1 or 3. On the other hand, compounds 1-3 did not influence the activities of the other families (A-, B-, and the Y-families) of the mammalian pols tested, and showed no effect on the activities of plant pol α, fish pol δ, prokaryotic pol, or the other DNA metabolic enzymes tested. Compound 2 suppressed the growth of two human cancer cell lines, cervix carcinoma cells (HeLa) and breast carcinoma cells (MCF-7). The results suggest that these compounds identified inhibition among the families of mammalian pols. |
| doi_str_mv | 10.1271/bbb.90843 |
| format | Article |
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These compounds selectively and competitively inhibited the activities of mammalian DNA polymerases β, λ (pols β, λ), and terminal deoxynucleotidyl transferase (TdT) in family X of pols, and compound 2 was a stronger inhibitor than compound 1 or 3. On the other hand, compounds 1-3 did not influence the activities of the other families (A-, B-, and the Y-families) of the mammalian pols tested, and showed no effect on the activities of plant pol α, fish pol δ, prokaryotic pol, or the other DNA metabolic enzymes tested. Compound 2 suppressed the growth of two human cancer cell lines, cervix carcinoma cells (HeLa) and breast carcinoma cells (MCF-7). The results suggest that these compounds identified inhibition among the families of mammalian pols.</description><identifier>ISSN: 0916-8451</identifier><identifier>EISSN: 1347-6947</identifier><identifier>DOI: 10.1271/bbb.90843</identifier><identifier>PMID: 20378979</identifier><language>eng</language><publisher>Tokyo: Japan Society for Bioscience, Biotechnology, and Agrochemistry</publisher><subject>Acids - antagonists & inhibitors ; ADN ; Biological and medical sciences ; Breast ; CARCINOMA ; CARCINOME ; CELL DIFFERENTIATION ; Cell Line, Tumor ; Culture ; DIFERENCIACION CELULAR ; DIFFERENCIATION CELLULAIRE ; DNA ; DNA Nucleotidylexotransferase - antagonists & inhibitors ; DNA Nucleotidylexotransferase - metabolism ; DNA polymerase ; DNA Polymerase beta - antagonists & inhibitors ; DNA Polymerase beta - metabolism ; DNA-Directed DNA Polymerase ; enzyme inhibitor ; ENZYME INHIBITORS ; Enzymes ; ESPECTROMETRIA ; family X of DNA polymerases ; Female ; Fish ; Fundamental and applied biological sciences. Psychology ; Fungi ; Fungi - metabolism ; Genes, pol ; HeLa Cells ; http://www.fao.org/aos/agrovoc#c_1314 ; http://www.fao.org/aos/agrovoc#c_15814 ; http://www.fao.org/aos/agrovoc#c_2265 ; http://www.fao.org/aos/agrovoc#c_2347 ; http://www.fao.org/aos/agrovoc#c_2599 ; http://www.fao.org/aos/agrovoc#c_27616 ; http://www.fao.org/aos/agrovoc#c_7283 ; Humans ; INHIBIDORES DE ENZIMAS ; INHIBITEUR D'ENZYME ; Inhibitors ; Sesquiterpenes ; SPECTROMETRIE ; SPECTROMETRY ; Terpenes - antagonists & inhibitors ; terpenoid ; TERPENOIDE ; TERPENOIDOS ; TERPENOIDS ; TRICHODERMA ; Trichoderma - metabolism ; trichoderonic acid A ; trichoderonic acid B ; Yttrium</subject><ispartof>Bioscience, biotechnology, and biochemistry, 2010, Vol.74 (4), p.793-801</ispartof><rights>2010 by Japan Society for Bioscience, Biotechnology, and Agrochemistry 2010</rights><rights>2015 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 2010</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c592t-6c4610225d01a1ac771130467457106ab7e6bfd1a686ada4d019438cdcf8d6ad3</citedby><cites>FETCH-LOGICAL-c592t-6c4610225d01a1ac771130467457106ab7e6bfd1a686ada4d019438cdcf8d6ad3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,4010,27904,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23227021$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20378979$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan)</creatorcontrib><creatorcontrib>Manita, D</creatorcontrib><creatorcontrib>Takeuchi, T</creatorcontrib><creatorcontrib>Kuramochi, K</creatorcontrib><creatorcontrib>Kuriyama, I</creatorcontrib><creatorcontrib>Sugawara, F</creatorcontrib><creatorcontrib>Yoshida, H</creatorcontrib><creatorcontrib>Mizushina, Y</creatorcontrib><title>Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases</title><title>Bioscience, biotechnology, and biochemistry</title><addtitle>Biosci Biotechnol Biochem</addtitle><description>Trichoderonic acids A (1) and B (2), novel terpenoids, and (+)-heptelidic acid (3) isolated from cultures of a fungus, Trichoderma virens, and their structures were identified by spectroscopic analysis. These compounds selectively and competitively inhibited the activities of mammalian DNA polymerases β, λ (pols β, λ), and terminal deoxynucleotidyl transferase (TdT) in family X of pols, and compound 2 was a stronger inhibitor than compound 1 or 3. On the other hand, compounds 1-3 did not influence the activities of the other families (A-, B-, and the Y-families) of the mammalian pols tested, and showed no effect on the activities of plant pol α, fish pol δ, prokaryotic pol, or the other DNA metabolic enzymes tested. Compound 2 suppressed the growth of two human cancer cell lines, cervix carcinoma cells (HeLa) and breast carcinoma cells (MCF-7). The results suggest that these compounds identified inhibition among the families of mammalian pols.</description><subject>Acids - antagonists & inhibitors</subject><subject>ADN</subject><subject>Biological and medical sciences</subject><subject>Breast</subject><subject>CARCINOMA</subject><subject>CARCINOME</subject><subject>CELL DIFFERENTIATION</subject><subject>Cell Line, Tumor</subject><subject>Culture</subject><subject>DIFERENCIACION CELULAR</subject><subject>DIFFERENCIATION CELLULAIRE</subject><subject>DNA</subject><subject>DNA Nucleotidylexotransferase - antagonists & inhibitors</subject><subject>DNA Nucleotidylexotransferase - metabolism</subject><subject>DNA polymerase</subject><subject>DNA Polymerase beta - antagonists & inhibitors</subject><subject>DNA Polymerase beta - metabolism</subject><subject>DNA-Directed DNA Polymerase</subject><subject>enzyme inhibitor</subject><subject>ENZYME INHIBITORS</subject><subject>Enzymes</subject><subject>ESPECTROMETRIA</subject><subject>family X of DNA polymerases</subject><subject>Female</subject><subject>Fish</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fungi</subject><subject>Fungi - metabolism</subject><subject>Genes, pol</subject><subject>HeLa Cells</subject><subject>http://www.fao.org/aos/agrovoc#c_1314</subject><subject>http://www.fao.org/aos/agrovoc#c_15814</subject><subject>http://www.fao.org/aos/agrovoc#c_2265</subject><subject>http://www.fao.org/aos/agrovoc#c_2347</subject><subject>http://www.fao.org/aos/agrovoc#c_2599</subject><subject>http://www.fao.org/aos/agrovoc#c_27616</subject><subject>http://www.fao.org/aos/agrovoc#c_7283</subject><subject>Humans</subject><subject>INHIBIDORES DE ENZIMAS</subject><subject>INHIBITEUR D'ENZYME</subject><subject>Inhibitors</subject><subject>Sesquiterpenes</subject><subject>SPECTROMETRIE</subject><subject>SPECTROMETRY</subject><subject>Terpenes - antagonists & inhibitors</subject><subject>terpenoid</subject><subject>TERPENOIDE</subject><subject>TERPENOIDOS</subject><subject>TERPENOIDS</subject><subject>TRICHODERMA</subject><subject>Trichoderma - metabolism</subject><subject>trichoderonic acid A</subject><subject>trichoderonic acid B</subject><subject>Yttrium</subject><issn>0916-8451</issn><issn>1347-6947</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0l1rFDEUBuAgit1WL_wBSkBEBKfma5LJ5Vq_KdWLCt6FM0nGpmQmazK7Ze_94UZ3V0EErwIvzzkhvEHoASWnlCn6ou_7U006wW-hBeVCNVILdRstiKay6URLj9BxKdeE1KCld9ERI1x1WukF-n6RNj7i2eeVn1Jw5Tmec7BXyfmcpmAx2BriJYbJ4Zc4lBRh9g4POY348iBHwJuQ_VSnIXtcfPR2DhuPw3QV-jCnXHAa8ABjiFv8Bb-6WOJVitvRZyi-3EN3BojF39-fJ-jzm9eXZ--a849v358tzxvbajY30gpJCWOtIxQoWKUo5URIJVpFiYReedkPjoLsJDgQlWnBO-vs0Lma8BP0dLd3ldO3tS-zGUOxPkaYfFoXoyRjUkvN_y851y3jSlX5-C95ndZ5qs8wVAjdCUGErurZTtmcSsl-MKscRshbQ4n52aGpHZpfHVb7aL9x3Y_e_ZaH0ip4sgdQLMQhw2RD-eM4Y4owWp3YuTANqXZ0k3J0ZoZtTPkwxP91_8Pd2ADJwNdc1YdPjND6fRiVkv8A82a-MQ</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan)</creator><creator>Manita, D</creator><creator>Takeuchi, T</creator><creator>Kuramochi, K</creator><creator>Kuriyama, I</creator><creator>Sugawara, F</creator><creator>Yoshida, H</creator><creator>Mizushina, Y</creator><general>Japan Society for Bioscience, Biotechnology, and Agrochemistry</general><general>Japan Society for Bioscience Biotechnology and Agrochemistry</general><general>Oxford University Press</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7TB</scope><scope>7U5</scope><scope>8FD</scope><scope>FR3</scope><scope>L7M</scope></search><sort><creationdate>2010</creationdate><title>Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases</title><author>Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan) ; Manita, D ; Takeuchi, T ; Kuramochi, K ; Kuriyama, I ; Sugawara, F ; Yoshida, H ; Mizushina, Y</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c592t-6c4610225d01a1ac771130467457106ab7e6bfd1a686ada4d019438cdcf8d6ad3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Acids - antagonists & inhibitors</topic><topic>ADN</topic><topic>Biological and medical sciences</topic><topic>Breast</topic><topic>CARCINOMA</topic><topic>CARCINOME</topic><topic>CELL DIFFERENTIATION</topic><topic>Cell Line, Tumor</topic><topic>Culture</topic><topic>DIFERENCIACION CELULAR</topic><topic>DIFFERENCIATION CELLULAIRE</topic><topic>DNA</topic><topic>DNA Nucleotidylexotransferase - antagonists & inhibitors</topic><topic>DNA Nucleotidylexotransferase - metabolism</topic><topic>DNA polymerase</topic><topic>DNA Polymerase beta - antagonists & inhibitors</topic><topic>DNA Polymerase beta - metabolism</topic><topic>DNA-Directed DNA Polymerase</topic><topic>enzyme inhibitor</topic><topic>ENZYME INHIBITORS</topic><topic>Enzymes</topic><topic>ESPECTROMETRIA</topic><topic>family X of DNA polymerases</topic><topic>Female</topic><topic>Fish</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Fungi</topic><topic>Fungi - metabolism</topic><topic>Genes, pol</topic><topic>HeLa Cells</topic><topic>http://www.fao.org/aos/agrovoc#c_1314</topic><topic>http://www.fao.org/aos/agrovoc#c_15814</topic><topic>http://www.fao.org/aos/agrovoc#c_2265</topic><topic>http://www.fao.org/aos/agrovoc#c_2347</topic><topic>http://www.fao.org/aos/agrovoc#c_2599</topic><topic>http://www.fao.org/aos/agrovoc#c_27616</topic><topic>http://www.fao.org/aos/agrovoc#c_7283</topic><topic>Humans</topic><topic>INHIBIDORES DE ENZIMAS</topic><topic>INHIBITEUR D'ENZYME</topic><topic>Inhibitors</topic><topic>Sesquiterpenes</topic><topic>SPECTROMETRIE</topic><topic>SPECTROMETRY</topic><topic>Terpenes - antagonists & inhibitors</topic><topic>terpenoid</topic><topic>TERPENOIDE</topic><topic>TERPENOIDOS</topic><topic>TERPENOIDS</topic><topic>TRICHODERMA</topic><topic>Trichoderma - metabolism</topic><topic>trichoderonic acid A</topic><topic>trichoderonic acid B</topic><topic>Yttrium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan)</creatorcontrib><creatorcontrib>Manita, D</creatorcontrib><creatorcontrib>Takeuchi, T</creatorcontrib><creatorcontrib>Kuramochi, K</creatorcontrib><creatorcontrib>Kuriyama, I</creatorcontrib><creatorcontrib>Sugawara, F</creatorcontrib><creatorcontrib>Yoshida, H</creatorcontrib><creatorcontrib>Mizushina, Y</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Bioscience, biotechnology, and biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yamaguchi, Y., Tokyo Univ. of Science, Noda, Chiba (Japan)</au><au>Manita, D</au><au>Takeuchi, T</au><au>Kuramochi, K</au><au>Kuriyama, I</au><au>Sugawara, F</au><au>Yoshida, H</au><au>Mizushina, Y</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases</atitle><jtitle>Bioscience, biotechnology, and biochemistry</jtitle><addtitle>Biosci Biotechnol Biochem</addtitle><date>2010</date><risdate>2010</risdate><volume>74</volume><issue>4</issue><spage>793</spage><epage>801</epage><pages>793-801</pages><issn>0916-8451</issn><eissn>1347-6947</eissn><abstract>Trichoderonic acids A (1) and B (2), novel terpenoids, and (+)-heptelidic acid (3) isolated from cultures of a fungus, Trichoderma virens, and their structures were identified by spectroscopic analysis. These compounds selectively and competitively inhibited the activities of mammalian DNA polymerases β, λ (pols β, λ), and terminal deoxynucleotidyl transferase (TdT) in family X of pols, and compound 2 was a stronger inhibitor than compound 1 or 3. On the other hand, compounds 1-3 did not influence the activities of the other families (A-, B-, and the Y-families) of the mammalian pols tested, and showed no effect on the activities of plant pol α, fish pol δ, prokaryotic pol, or the other DNA metabolic enzymes tested. Compound 2 suppressed the growth of two human cancer cell lines, cervix carcinoma cells (HeLa) and breast carcinoma cells (MCF-7). The results suggest that these compounds identified inhibition among the families of mammalian pols.</abstract><cop>Tokyo</cop><pub>Japan Society for Bioscience, Biotechnology, and Agrochemistry</pub><pmid>20378979</pmid><doi>10.1271/bbb.90843</doi><tpages>9</tpages></addata></record> |
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| source | J-STAGE Free; MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Oxford University Press Journals All Titles (1996-Current); Freely Accessible Japanese Titles; Free Full-Text Journals in Chemistry |
| subjects | Acids - antagonists & inhibitors ADN Biological and medical sciences Breast CARCINOMA CARCINOME CELL DIFFERENTIATION Cell Line, Tumor Culture DIFERENCIACION CELULAR DIFFERENCIATION CELLULAIRE DNA DNA Nucleotidylexotransferase - antagonists & inhibitors DNA Nucleotidylexotransferase - metabolism DNA polymerase DNA Polymerase beta - antagonists & inhibitors DNA Polymerase beta - metabolism DNA-Directed DNA Polymerase enzyme inhibitor ENZYME INHIBITORS Enzymes ESPECTROMETRIA family X of DNA polymerases Female Fish Fundamental and applied biological sciences. Psychology Fungi Fungi - metabolism Genes, pol HeLa Cells http://www.fao.org/aos/agrovoc#c_1314 http://www.fao.org/aos/agrovoc#c_15814 http://www.fao.org/aos/agrovoc#c_2265 http://www.fao.org/aos/agrovoc#c_2347 http://www.fao.org/aos/agrovoc#c_2599 http://www.fao.org/aos/agrovoc#c_27616 http://www.fao.org/aos/agrovoc#c_7283 Humans INHIBIDORES DE ENZIMAS INHIBITEUR D'ENZYME Inhibitors Sesquiterpenes SPECTROMETRIE SPECTROMETRY Terpenes - antagonists & inhibitors terpenoid TERPENOIDE TERPENOIDOS TERPENOIDS TRICHODERMA Trichoderma - metabolism trichoderonic acid A trichoderonic acid B Yttrium |
| title | Novel terpenoids, trichoderonic acids A and B isolated from Trichoderma virens, are selective inhibitors of family X DNA polymerases |
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